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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:06:25 UTC

Update Date

2022-03-07 02:54:45 UTC

HMDB ID

HMDB0036039

Secondary Accession Numbers

HMDB36039

Metabolite Identification

Common Name

3alpha,15-Dihydroxymarasmene

Description

3alpha,15-Dihydroxymarasmene belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. 3alpha,15-Dihydroxymarasmene is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 3alpha,15-dihydroxymarasmene has been detected, but not quantified in, mushrooms. This could make 3alpha,15-dihydroxymarasmene a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0036039
     RDKit          3D
3alpha,15-Dihydroxymarasmene
 41 44  0  0  0  0  0  0  0  0999 V2000
   -2.7459   -0.3291   -1.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7689   -0.3124   -0.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1751   -1.5323    0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0065    0.9165    0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1449    0.7158    1.2543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9050    1.3739    1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4231    0.7496    1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6120    0.4850   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9412    1.7383   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1152    2.8022   -0.8557 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1761    2.0616   -0.4172 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9020    0.9077   -0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3850    0.6165    0.9670 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2523   -0.7834    1.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0730   -1.2004    0.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0865   -2.0805    0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1374   -1.8887   -0.7238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3731   -0.4573   -0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9807   -0.1782   -0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3559   -1.0401   -2.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7652   -0.5893   -1.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614    0.6953   -1.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6342   -2.3244   -0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0185   -1.1980    1.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3837   -1.8801    1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3408    1.7377   -0.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176    0.5627    2.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1612    1.2196    2.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8353    2.4917    1.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5381   -0.1127    1.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2024    1.4938    1.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1852    1.5659   -2.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4645    3.5786   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7260    0.9694   -1.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1936   -1.2109    0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2042   -1.0089    2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739   -2.8493    1.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6968   -2.2200   -1.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6744   -2.6167   -0.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3929   -0.2878   -2.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9910   -0.5810   -1.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 15 19  1  0
 18  2  1  0
 18  8  1  0
 19  8  1  0
 19 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
M  END


  Mrv0541 05061308512D          

 19 22  0  0  0  0            999 V2000
    1.9507    1.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0173    1.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8663    1.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417    1.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7428   -0.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4557   -0.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597    0.8531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2581    1.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6087    1.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3511    0.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8251    0.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3592   -0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230   -0.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841    1.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0004    0.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5265    0.4408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9313   -0.6398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1223    0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3761   -0.9115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
  8  3  2  0  0  0  0
  8  7  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12 11  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15  6  1  0  0  0  0
 15  9  1  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 10  1  0  0  0  0
 17 13  1  0  0  0  0
 18  7  1  0  0  0  0
 18 12  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036039

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)C(O)CCC23C(O)OC4OCC(=CCC12)C34

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O4/c1-14(2)9-4-3-8-7-18-12-11(8)15(9,13(17)19-12)6-5-10(14)16/h3,9-13,16-17H,4-7H2,1-2H3

> <INCHI_KEY>
INMDHOFDLKYMSO-UHFFFAOYSA-N

> <FORMULA>
C15H22O4

> <MOLECULAR_WEIGHT>
266.3328

> <EXACT_MASS>
266.151809192

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.284998602745716

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-ene-4,14-diol

> <ALOGPS_LOGP>
0.83

> <JCHEM_LOGP>
1.0519639189999996

> <ALOGPS_LOGS>
-1.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.55394050353686

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.858872647084203

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8066982137205269

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
69.5604

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.64e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-ene-4,14-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036039
     RDKit          3D
3alpha,15-Dihydroxymarasmene
 41 44  0  0  0  0  0  0  0  0999 V2000
   -2.7459   -0.3291   -1.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7689   -0.3124   -0.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1751   -1.5323    0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0065    0.9165    0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1449    0.7158    1.2543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9050    1.3739    1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4231    0.7496    1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6120    0.4850   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9412    1.7383   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1152    2.8022   -0.8557 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1761    2.0616   -0.4172 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9020    0.9077   -0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3850    0.6165    0.9670 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2523   -0.7834    1.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0730   -1.2004    0.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0865   -2.0805    0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1374   -1.8887   -0.7238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3731   -0.4573   -0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9807   -0.1782   -0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3559   -1.0401   -2.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7652   -0.5893   -1.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614    0.6953   -1.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6342   -2.3244   -0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0185   -1.1980    1.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3837   -1.8801    1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3408    1.7377   -0.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176    0.5627    2.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1612    1.2196    2.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8353    2.4917    1.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5381   -0.1127    1.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2024    1.4938    1.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1852    1.5659   -2.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4645    3.5786   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7260    0.9694   -1.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1936   -1.2109    0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2042   -1.0089    2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739   -2.8493    1.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6968   -2.2200   -1.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6744   -2.6167   -0.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3929   -0.2878   -2.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9910   -0.5810   -1.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 15 19  1  0
 18  2  1  0
 18  8  1  0
 19  8  1  0
 19 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       3.641   3.597   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.899   2.658   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.217   3.311   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.678   3.356   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.253  -0.577   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.584  -0.559   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.445   1.592   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.948   1.956   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.870   2.045   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.522   0.778   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.140   0.645   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.137  -0.529   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.083  -0.761   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.330   2.089   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.601   0.690   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.983   0.823   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.605  -1.194   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       9.562   0.057   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.302  -1.701   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3    4    8                                                       
CONECT    4    3    9                                                       
CONECT    5    6   10                                                       
CONECT    6    5   15                                                       
CONECT    7    8   18                                                       
CONECT    8    3    7   11                                                  
CONECT    9    4   14   15                                                  
CONECT   10    5   14   16                                                  
CONECT   11    8   12   15                                                  
CONECT   12   11   18   19                                                  
CONECT   13   15   17   19                                                  
CONECT   14    1    2    9   10                                             
CONECT   15    6    9   11   13                                             
CONECT   16   10                                                            
CONECT   17   13                                                            
CONECT   18    7   12                                                       
CONECT   19   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   44    0
END

COMPND    HMDB0036039
HETATM    1  C1  UNL     1      -2.746  -0.329  -1.501  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.769  -0.312  -0.335  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.175  -1.532   0.499  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.007   0.917   0.452  1.00  0.00           C  
HETATM    5  O1  UNL     1      -3.145   0.716   1.254  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.905   1.374   1.338  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.423   0.750   1.115  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.612   0.485  -0.338  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.941   1.738  -1.051  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.115   2.802  -0.856  1.00  0.00           O  
HETATM   11  O3  UNL     1       2.176   2.062  -0.417  1.00  0.00           O  
HETATM   12  C9  UNL     1       2.902   0.908  -0.282  1.00  0.00           C  
HETATM   13  O4  UNL     1       3.385   0.616   0.967  1.00  0.00           O  
HETATM   14  C10 UNL     1       3.252  -0.783   1.186  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.073  -1.200   0.461  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.087  -2.081   0.389  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.137  -1.889  -0.724  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.373  -0.457  -0.884  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.981  -0.178  -0.629  1.00  0.00           C  
HETATM   20  H1  UNL     1      -2.356  -1.040  -2.274  1.00  0.00           H  
HETATM   21  H2  UNL     1      -3.765  -0.589  -1.186  1.00  0.00           H  
HETATM   22  H3  UNL     1      -2.761   0.695  -1.961  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.634  -2.324  -0.140  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.018  -1.198   1.167  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.384  -1.880   1.154  1.00  0.00           H  
HETATM   26  H7  UNL     1      -2.341   1.738  -0.252  1.00  0.00           H  
HETATM   27  H8  UNL     1      -2.918   0.563   2.196  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.161   1.220   2.430  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.835   2.492   1.255  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.538  -0.113   1.770  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.202   1.494   1.439  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.185   1.566  -2.117  1.00  0.00           H  
HETATM   33  H14 UNL     1       0.464   3.579  -1.319  1.00  0.00           H  
HETATM   34  H15 UNL     1       3.726   0.969  -1.054  1.00  0.00           H  
HETATM   35  H16 UNL     1       4.194  -1.211   0.743  1.00  0.00           H  
HETATM   36  H17 UNL     1       3.204  -1.009   2.249  1.00  0.00           H  
HETATM   37  H18 UNL     1       1.074  -2.849   1.149  1.00  0.00           H  
HETATM   38  H19 UNL     1       0.697  -2.220  -1.650  1.00  0.00           H  
HETATM   39  H20 UNL     1      -0.674  -2.617  -0.609  1.00  0.00           H  
HETATM   40  H21 UNL     1      -0.393  -0.288  -2.004  1.00  0.00           H  
HETATM   41  H22 UNL     1       1.991  -0.581  -1.630  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4   18
CONECT    3   23   24   25
CONECT    4    5    6   26
CONECT    5   27
CONECT    6    7   28   29
CONECT    7    8   30   31
CONECT    8    9   18   19
CONECT    9   10   11   32
CONECT   10   33
CONECT   11   12
CONECT   12   13   19   34
CONECT   13   14
CONECT   14   15   35   36
CONECT   15   16   16   19
CONECT   16   17   37
CONECT   17   18   38   39
CONECT   18   40
CONECT   19   41
END

HMDB0036039
     RDKit          3D
3alpha,15-Dihydroxymarasmene
 41 44  0  0  0  0  0  0  0  0999 V2000
   -2.7459   -0.3291   -1.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7689   -0.3124   -0.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1751   -1.5323    0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0065    0.9165    0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1449    0.7158    1.2543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9050    1.3739    1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4231    0.7496    1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6120    0.4850   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9412    1.7383   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1152    2.8022   -0.8557 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1761    2.0616   -0.4172 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9020    0.9077   -0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3850    0.6165    0.9670 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2523   -0.7834    1.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0730   -1.2004    0.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0865   -2.0805    0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1374   -1.8887   -0.7238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3731   -0.4573   -0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9807   -0.1782   -0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3559   -1.0401   -2.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7652   -0.5893   -1.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614    0.6953   -1.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6342   -2.3244   -0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0185   -1.1980    1.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3837   -1.8801    1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3408    1.7377   -0.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176    0.5627    2.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1612    1.2196    2.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8353    2.4917    1.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5381   -0.1127    1.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2024    1.4938    1.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1852    1.5659   -2.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4645    3.5786   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7260    0.9694   -1.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1936   -1.2109    0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2042   -1.0089    2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739   -2.8493    1.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6968   -2.2200   -1.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6744   -2.6167   -0.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3929   -0.2878   -2.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9910   -0.5810   -1.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 15 19  1  0
 18  2  1  0
 18  8  1  0
 19  8  1  0
 19 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3a,15-Dihydroxymarasmene	Generator
3Α,15-dihydroxymarasmene	Generator
3,4-Dimethyl-(1,2)dithiolo(1,5-b)(1,2)dithiole-7-S(IV)	HMDB

Chemical Formula

C₁₅H₂₂O₄

Average Molecular Weight

266.3328

Monoisotopic Molecular Weight

266.151809192

IUPAC Name

5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-ene-4,14-diol

Traditional Name

5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-ene-4,14-diol

CAS Registry Number

124869-03-0

SMILES

CC1(C)C(O)CCC23C(O)OC4OCC(=CCC12)C34

InChI Identifier

InChI=1S/C15H22O4/c1-14(2)9-4-3-8-7-18-12-11(8)15(9,13(17)19-12)6-5-10(14)16/h3,9-13,16-17H,4-7H2,1-2H3

InChI Key

INMDHOFDLKYMSO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furofurans

Sub Class

Not Available

Direct Parent

Furofurans

Alternative Parents

Substituents

Furofuran
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Hemiacetal
Oxacycle
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	146 - 147 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.64 g/L	ALOGPS
logP	0.83	ALOGPS
logP	1.05	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	11.86	ChemAxon
pKa (Strongest Basic)	-0.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	69.56 m³·mol⁻¹	ChemAxon
Polarizability	28.28 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	160.395	31661259
DarkChem	[M-H]-	157.897	31661259
DeepCCS	[M-2H]-	195.737	30932474
DeepCCS	[M+Na]+	171.302	30932474
AllCCS	[M+H]+	162.3	32859911
AllCCS	[M+H-H2O]+	158.7	32859911
AllCCS	[M+NH4]+	165.5	32859911
AllCCS	[M+Na]+	166.5	32859911
AllCCS	[M-H]-	167.7	32859911
AllCCS	[M+Na-2H]-	167.4	32859911
AllCCS	[M+HCOO]-	167.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3alpha,15-Dihydroxymarasmene	CC1(C)C(O)CCC23C(O)OC4OCC(=CCC12)C34	3148.5	Standard polar	33892256
3alpha,15-Dihydroxymarasmene	CC1(C)C(O)CCC23C(O)OC4OCC(=CCC12)C34	2055.1	Standard non polar	33892256
3alpha,15-Dihydroxymarasmene	CC1(C)C(O)CCC23C(O)OC4OCC(=CCC12)C34	2248.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3alpha,15-Dihydroxymarasmene,1TMS,isomer #1	CC1(C)C(O[Si](C)(C)C)CCC23C(O)OC4OCC(=CCC12)C43	2179.0	Semi standard non polar	33892256
3alpha,15-Dihydroxymarasmene,1TMS,isomer #2	CC1(C)C(O)CCC23C(O[Si](C)(C)C)OC4OCC(=CCC12)C43	2201.9	Semi standard non polar	33892256
3alpha,15-Dihydroxymarasmene,2TMS,isomer #1	CC1(C)C(O[Si](C)(C)C)CCC23C(O[Si](C)(C)C)OC4OCC(=CCC12)C43	2206.7	Semi standard non polar	33892256
3alpha,15-Dihydroxymarasmene,1TBDMS,isomer #1	CC1(C)C(O[Si](C)(C)C(C)(C)C)CCC23C(O)OC4OCC(=CCC12)C43	2428.2	Semi standard non polar	33892256
3alpha,15-Dihydroxymarasmene,1TBDMS,isomer #2	CC1(C)C(O)CCC23C(O[Si](C)(C)C(C)(C)C)OC4OCC(=CCC12)C43	2456.4	Semi standard non polar	33892256
3alpha,15-Dihydroxymarasmene,2TBDMS,isomer #1	CC1(C)C(O[Si](C)(C)C(C)(C)C)CCC23C(O[Si](C)(C)C(C)(C)C)OC4OCC(=CCC12)C43	2682.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha,15-Dihydroxymarasmene GC-MS (Non-derivatized) - 70eV, Positive	splash10-002s-3590000000-0c90f16a1d9e7bd72e84	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha,15-Dihydroxymarasmene GC-MS (2 TMS) - 70eV, Positive	splash10-00fs-7159000000-39b1218f2b00a8e270a6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha,15-Dihydroxymarasmene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3alpha,15-Dihydroxymarasmene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha,15-Dihydroxymarasmene 10V, Positive-QTOF	splash10-00kb-0090000000-47e4cc409cad46dfcd56	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha,15-Dihydroxymarasmene 20V, Positive-QTOF	splash10-00kb-0190000000-115629aeba15ff56b81f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha,15-Dihydroxymarasmene 40V, Positive-QTOF	splash10-015c-8970000000-2deddef2788148daf495	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha,15-Dihydroxymarasmene 10V, Negative-QTOF	splash10-014i-0090000000-f148677930f7cfbe226d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha,15-Dihydroxymarasmene 20V, Negative-QTOF	splash10-014i-0090000000-256e9266f5defdc2454e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha,15-Dihydroxymarasmene 40V, Negative-QTOF	splash10-000i-0940000000-932ce2e5993bda5c3a75	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha,15-Dihydroxymarasmene 10V, Negative-QTOF	splash10-014i-0090000000-c6cc318d73093d112373	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha,15-Dihydroxymarasmene 20V, Negative-QTOF	splash10-014i-0090000000-c6cc318d73093d112373	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha,15-Dihydroxymarasmene 40V, Negative-QTOF	splash10-014i-0090000000-2eec616525b80c6e8fa8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha,15-Dihydroxymarasmene 10V, Positive-QTOF	splash10-014i-0090000000-f9a94f566277e5f223eb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha,15-Dihydroxymarasmene 20V, Positive-QTOF	splash10-014i-0190000000-85152b86aab982992832	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3alpha,15-Dihydroxymarasmene 40V, Positive-QTOF	splash10-014i-9760000000-f0a9d7f000a024a4cd0e	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014859

KNApSAcK ID

C00020313

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14433060

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 3alpha,15-Dihydroxymarasmene (HMDB0036039)

MOL for HMDB0036039 (3alpha,15-Dihydroxymarasmene)

3D MOL for HMDB0036039 (3alpha,15-Dihydroxymarasmene)

3D SDF for HMDB0036039 (3alpha,15-Dihydroxymarasmene)

3D-SDF for HMDB0036039 (3alpha,15-Dihydroxymarasmene)

PDB for HMDB0036039 (3alpha,15-Dihydroxymarasmene)

3D PDB for HMDB0036039 (3alpha,15-Dihydroxymarasmene)

SMILES for HMDB0036039 (3alpha,15-Dihydroxymarasmene)

INCHI for HMDB0036039 (3alpha,15-Dihydroxymarasmene)

Structure for HMDB0036039 (3alpha,15-Dihydroxymarasmene)

3D Structure for HMDB0036039 (3alpha,15-Dihydroxymarasmene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra